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CAS No.: | 4613-71-2 |
---|---|
Name: | 5-O-Benzoyl-1,2-di-O-acetyl-3-deoxy-D-ribofuranose |
Article Data: | 3 |
Molecular Structure: | |
Formula: | C16H18 O7 |
Molecular Weight: | 322.315 |
Synonyms: | 1,2-Di-O-acetyl-5-O-benzoyl-3-deoxy-D-erythro-pentofuranose |
PSA: | 88.13000 |
LogP: | 1.45320 |
[(3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methyl benzoate
acetic anhydride
5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose
Conditions | Yield |
---|---|
Stage #1: [(3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methyl benzoate With acetic acid for 2h; Heating; Stage #2: acetic anhydride With pyridine; dmap at 20℃; Further stages.; | 80% |
With sulfuric acid In acetic acid | 52% |
5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose
2,4-bis(trimethylsiloxy)-5-methylpyrimidine
2'-O-acetyl-5'-O-benzoyl-3'-deoxy-5-methyluridine
Conditions | Yield |
---|---|
With tin(IV) chloride In acetonitrile | 93% |
4-N-Acetylcytosine
5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose
3'-deoxycytidine
Conditions | Yield |
---|---|
Stage #1: 4-N-Acetylcytosine; 5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose With benzenesulfonamide In acetonitrile for 1h; Heating; Stage #2: With trimethylsilyl trifluoromethanesulfonate at 20℃; for 5h; Stage #3: With ammonium hydroxide In tetrahydrofuran; methanol at 50℃; for 6h; Further stages.; | 90% |
5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose
Conditions | Yield |
---|---|
With trimethylsilylazide; tin(IV) chloride In dichloromethane at 23℃; for 12h; azidation; | 74% |
5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose
N6-isobutyrylaminocytosine
2'-O-Acetyl-5'-O-benzoyl-4-N-isobutyryl-3'-deoxycytidine
Conditions | Yield |
---|---|
With tin(IV) chloride In 1,2-dichloro-ethane at 27℃; for 20h; | 62% |
5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose
C6H2ClN5
C20H16ClN5O5
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In acetonitrile for 1h; Reflux; | 61% |
Conditions | Yield |
---|---|
In ethylenediamine for 48h; | 54% |
Conditions | Yield |
---|---|
In ethylenediamine for 48h; | 51% |
5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose
Conditions | Yield |
---|---|
Stage #1: 5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose; N-(6,8-dioxo-7-(4-(trifluoromethyl)benzyl)-6,7,8,9-tetrahydro-1H-purin-2-yl)acetamide With N,O-bis-(trimethylsilyl)-acetamide In 1,2-dichloro-ethane at 80℃; for 0.5h; Inert atmosphere; Stage #2: With trimethylsilyl trifluoromethanesulfonate In 1,2-dichloro-ethane at 80℃; for 3h; | 11% |
(Ac)G(TMS)2
5-O-benzoyl-3-deoxy-1,2-di-O-acetyl-α,β-D-erythro-pentofuranose
Conditions | Yield |
---|---|
Yield given. Yields of byproduct given; |
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Molecular Structure of 5-O-Benzoyl-1,2-di-O-acetyl-3-deoxy-D-ribofuranose (CAS NO.4613-71-2):
Systematic Name: D-Erythro-pentofuranose, 3-deoxy-, 1,2-diacetate 5-benzoate
Molecular Formula: C16H18O7
Molecular Weight: 322.31
Mol File: 4613-71-2.mol
H bond acceptors: 7
H bond donors: 0
Freely Rotating Bonds: 8
Index of Refraction: 1.531
Molar Refractivity: 78.26 cm3
Molar Volume: 252.7 cm3
Surface Tension: 48 dyne/cm
Density: 1.27 g/cm3
Flash Point: 184.4 °C
Enthalpy of Vaporization: 67.36 kJ/mol
Boiling Point: 419.9 °C at 760 mmHg
Vapour Pressure: 2.94E-07 mmHg at 25 °C
SMILES: CC(=O)O[C@@H]1C[C@H](OC1OC(=O)C)COC(=O)c2ccccc2
InChI: InChI=1/C16H18O7/c1-10(17)21-14-8-13(23-16(14)22-11(2)18)9-20-15(19)12-6-4-3-5-7-12/h3-7,13-14,16H,8-9H2,1-2H3/t13-,14+,16?/m0/s1
InChIKey: DPLPHOLDKAGPOZ-NNKZFNQJBX
5-O-Benzoyl-1,2-di-O-acetyl-3-deoxy-D-ribofuranose (CAS NO.4613-71-2), its Synonyms are D-erythro-Pentofuranose,3-deoxy-, 1,2-diacetate 5-benzoate ; 1,2-Di-O-acetyl-5-O-benzoyl-3-deoxy-D-erythro-pentofuranose ; 1,2-O-Di-O-acetyl-5-O-benzoyl-3-deoxy-D-ribofuranose .